Originally Posted by
kickstart
I can't stand backpacks for riding, I don't even like jersey pockets, but I would like have the option of commuting on my Flying Pigeon path racer in dry weather. I would like to try a messenger bag, but cycling specific bags with a stabilizing strap are stupid expensive, I once tried a generic laptop/messenger bag and it was awful, always sliding off my back around front.
Take a look at Banjo Bros messenger bags if you want a stabilizing strap on a bag that won't break the bank. They aren't particularly stylish or flashy. Some people complain that the cinching buckle on the large strap of the large model doesn't grip well enough but in general they get good reviews. I have their commuter backpack and like it but it hasn't proved to be as durable as some of the higher end messenger bags I've used. It features a replaceable liner and after 3 years of regular use, it definitely needs replacing.
Messenger bags have their advantages over backpacks but I doubt you'd find one any more comfortable then a well designed backpack.